Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | 4-Hydroxyindan | HCID 74233 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 22400281 | HCID 22400281 | — |
Reaction Steps
The starting material, 4-indanol (i.e., Formula 5) is dissolved in an organic acid, preferably glacial acetic acid, at a temperature in the range of about 20°-30° C., preferably about room temperature. To this solution is added in a gradual manner a solution of concentrated nitric acid (about 1 to 2 molar equivalents, preferably about 1.5 molar equivalents) in an organic acid, preferably glacial acetic acid. The reaction mixture is stirred for a period of about 15 minutes to 1 hour, preferably about 30 minutes, at a temperature in the range of 20°-30° C., preferably about room temperature. When the reaction is substantially complete, the 4-hydroxy-5-nitrobenzocyclopentene of Formula 6 is isolated and purified by conventional means, preferably by flash column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05530005 |
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| Source dataset | uspto-grants-1996_06 |
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| ORD ID | ord-1b5a48fe13ac4d87b2bd75c7f6162a20 |
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| Source note | uspto-grants-1996_06 |
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